Poughkeepsie vacation rentals

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Top-rated vacation rentals in Poughkeepsie

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Guest favorite

Farm stay in New Paltz

4.92 out of 5 average rating, 612 reviews

The 1772 Lefevre Stonehouse Suite

Sit at a quaint breakfast table in this sun-filled room admiring the beautiful patio, grainy wood-plank floors, and a country decor touches. Walk outside to enjoy the rustic grounds of this enchanting stone-built home dating from 1772. The suite has its our private entrance, bathroom and fireplace all stocked with plenty of firewood for your stay. Fireplace can be used November-March only unless temperatures are under 40 degrees. Our home is located just seven minutes from New Paltz and two minute from Gardiner. The property is on 60 acres of rural land that you are welcome to explore. The room includes a queen size bed, a pullout futon for an extra (small) person, mini fridge, microwave and coffee machine. Enjoy your morning coffee on the large stone patio while listening to the roosters crow and birds singing. We raise around 250 egg layer chickens and 800 meat chickens on the property. They Love treats from you. If you’d like they will take snacks right from your hand. The roosters are tame and friendly. We now also have Lucy the goose. She watches over the chicken flock. The rail trail, where you can bring your bike and ride into New Paltz, is only a quarter of a mile away through our property then down a quiet country road. Our home is just minutes from Minnewaska State Park, Mohonk Preserve, and the historic Mohonk Mountain House. The New Paltz area has some of the finest restaurants you can dine at. The Town of Gardiner is only two minutes down the road. There you will find Café Mio and a pizzeria for a quieter dining experience. Gardiner also has Yard Owl Brewery, Gardiner Brewing Company (this is my son and daughters newly opened farm brewery on our main farm property in our old dairy barn), The Gardiner Mercantile and Tuthilltown Spirits each of which are great places to stop in and have a drink and a lite meal. Wright's Farm (Our Farm) is also 1 mile south on 208 features homemade baked goods, local cheeses, fruits and vegetables, fresh from the farm pork and chicken, wine, local spirits, hard cider Gardiner Brewing Company canned beer, bedding plants and fabulous hanging baskets and finally pick your own strawberries (second week in June-end of June), cherries (third week in June-first of July) and apples in September and October. The guest have their own access via private entrance to the bedroom suite , hot tub and the 60 acres. We are farmers and work a lot therefore we are only here early in the morning and after 7 or 8 o'clock at night. At those times we would love to interact with our guest if they are willing. If guest would like to come to our farm we are always here to talk to our guests and if we have time give them a tour of our farm and new farm brewery. Set on secluded grounds, this Historic stone home is situated on 60 acres of land with chickens, ducks and 3 goose as our neighbors. The Hamlet of Gardiner is a 3-minute drive away, and New Paltz is just a bit farther. It’s best if you have a car. There is no public transportation here. You can get a taxi or an Uber from New Paltz. Bring your bikes. The rail trail is only 1/4 mile away. Drive your car into the town of Gardiner and park at the rail trail parking lot. If you are coming by bus you will arrive in New Paltz. From there you will need to take a taxi or Uber to our home. This is a very rural area so please stop at the store prior to your arrival. We do have a supermarket that is 3 miles away and Wright's Farm Market open 8-6 year round that is 1 mile away. If you bring your dog please be a where that you may not leave the dog in the room unattended.

Sep 20 – 27

R2,696 ZAR per night

Guest favorite

Apartment in Staatsburg

5.0 out of 5 average rating, 187 reviews

Through the Woods Farm

Through the Woods Farm is our 23-acre home. Located in northern Dutchess County; we're minutes from Omega, and the villages of Rhinebeck, Red Hook, Millbrook, and Hyde Park. The apartment is ideal for a single guest or a couple; maximum allowed is 4 adults. Each additional adult over 2 adds $50/per night. The second bedroom is small - two adults in it is a tight fit! If you're looking for a peaceful, rural getaway in an immaculate, private apartment that's close to everything, you've found it!

Oct 21 – 28

R2,804 ZAR per night

Guest favorite

Condo in Poughkeepsie

4.97 out of 5 average rating, 224 reviews

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Jul 2 – 9

R2,650 ZAR per night

Guest favorite

Cottage in Highland

4.91 out of 5 average rating, 537 reviews

Little Yellow Cottage New Paltz - Kitchen wash/dry

Built over 100 years ago as a chicken hatchery, this gorgeous little gem has been fully restored as a two-story guest cottage. Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only ten minutes from New Paltz Village & SUNY New Paltz and set back on a lightly traveled road for those long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station or bring your bike up and cycle everywhere!

Sep 15 – 22

R2,981 ZAR per night

Guest favorite

Home in Kingston

4.97 out of 5 average rating, 275 reviews

This New House

Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

Mar 22 – 29

R2,760 ZAR per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 346 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Apr 11 – 18

R2,185 ZAR per night

Guest favorite

Home in Hyde Park

4.86 out of 5 average rating, 182 reviews

Village Cape Getaway

Village Cape on Albany Post Rd in the historic town of Hyde Park. Surrounded by gardens, stone walls, private parking/entry. This 2 story house offers a 1 bdrm apartment that sleeps 3 on the 2nd floor. Close to markets, shops, restaurants. 1 mi to Vanderbilt Mansion, FDR house and library. 2mi to the Culinary Institute of America. 4mi to Marist College. Hiking trails walking distance. Historic drive-in movie in town. Metro north Poughkeepsie sta 6mi south offering taxi and bus service.

Aug 26 – Sep 2

R1,946 ZAR per night

Guest favorite

Apartment in Poughkeepsie

4.95 out of 5 average rating, 286 reviews

3 Bdrm. Near Hudson Valley Colleges & Attractions

Built in 1910, this 3 bedroom apartment is located close to many Hudson Valley attractions - only 0.5 miles from the Poughkeepsie train station. Located within 2 miles of both Marist and Vassar Colleges, as well as a short drive from The Culinary Institute of America. Historic villages of Hyde Park and Rhinebeck are just a short drive along the river. As well as fast access to hiking and biking trails in local Shawangunk mountains, Mohonk Preserve, and Minnewaska State Park.

Sep 2 – 9

R3,022 ZAR per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 741 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 5 – 12

R2,100 ZAR per night

Guest favorite

Home in Highland

4.96 out of 5 average rating, 141 reviews

The Grove: beautiful two bedroom home

The Grove is a cozy two bedroom house located steps away from the village of Highland. We are also a quick drive to not only the best hiking trails but also apple orchards and wineries. The house is equipped with a fully renovated kitchen, washer/ dryer, fenced in back yard, and two parking space driveway. With original craftsman style trim throughout the house you will love staying in our home. All pets are welcome… please review House Rules section for pet fee.

Sep 29 – Oct 6

R3,175 ZAR per night

Guest favorite

Home in Wappingers Falls

4.97 out of 5 average rating, 104 reviews

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the Hudson River. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.

Sep 24 – 29

R3,140 ZAR per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 677 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Feb 9 – 16

R2,509 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Poughkeepsie vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Poughkeepsie's top sights

Locust Grove Estate49 locals recommend

Vassar Brothers Medical Center8 locals recommend

Vassar College58 locals recommend

Palace Diner4 locals recommend

Shadows on the Hudson49 locals recommend

Mill House Brewing Company76 locals recommend

Other great vacation rentals in Poughkeepsie

Guest favorite

Home in Poughkeepsie

4.97 out of 5 average rating, 161 reviews

Oct 8 – 15

R3,939 ZAR per night

Superhost

Apartment in Poughkeepsie

4.85 out of 5 average rating, 125 reviews

Charming Stay | Prime Location | Strong WiFi

Jul 8 – 15

R3,406 ZAR per night

Guest favorite

Apartment in Marlboro

4.97 out of 5 average rating, 309 reviews

Cliff Top at Turtle Rock

Oct 12 – 19

R2,366 ZAR per night

Guest favorite

Guest suite in Marlboro

4.96 out of 5 average rating, 391 reviews

Spacious & Private Hudson Valley Getaway

Jun 6 – 13

R2,187 ZAR per night

Superhost

Apartment in Wappingers Falls

4.84 out of 5 average rating, 217 reviews

Private Spacious Strawberry Hill Loft Home

Jun 10 – 17

R2,618 ZAR per night

Guest favorite